New alkaloids from Pancratium maritimum.

Abstract

As a part of ongoing search efforts for the discovery of anticancer lead entities from natural sources, bulbs and flowers of the amaryllidaceous plant Pancratium maritimum have been investigated. Fractionation of the extracts of the fresh flowers and bulbs of P. maritimum led to the isolation of four new alkaloids, namely pancrimatines A (1) and B (2), norismine (3), and pancrimatine C (4), together with the previously reported N-methyl-8,9-methylenedioxy-6-phenanthridone (5), trispheridine (6), and N-methyl-8,9-methylenedioxyphenanthridine (7). The structures of these alkaloids were established on the basis of extensive 1D and 2D NMR and high-resolution mass spectral analyses as well as comparison with the literature. Compounds 2 and 7 showed antiproliferative and antimigratory activity against the highly metastatic human prostate cancer cell line PC-3 cells without cytotoxicity. The phenanthridine alkaloid class was identified as having potential for use to control prostate cancer proliferation and migration.

• Authors: Sabrin R M Ibrahim, Gamal A Mohamed, Lamiaa A Shaala, Diaa T A Youssef, Khalid A El Sayed
• Journal: Planta medica (Planta Med) Vol. 79 Issue 15 Pg. 1480-4 (Oct 2013) ISSN: 1439-0221 [Electronic] Germany
• PMID: 23970422 (Publication Type: Journal Article)
• Copyright: Georg Thieme Verlag KG Stuttgart · New York.

Chemical References

• Alkaloids
• Antineoplastic Agents, Phytogenic
• Dioxoles
• Phenanthrenes
• Phenanthridines
• Plant Extracts
• pancrimatine B
• trispheridine
• phenanthridone

Topics

• Alkaloids (chemistry, isolation & purification, pharmacology, therapeutic use)
• Antineoplastic Agents, Phytogenic (chemistry, isolation & purification, pharmacology, therapeutic use)
• Cell Line, Tumor
• Dioxoles (isolation & purification)
• Flowers
• Humans
• Liliaceae (chemistry)
• Male
• Molecular Structure
• Phenanthrenes (isolation & purification)
• Phenanthridines (chemistry, isolation & purification, pharmacology, therapeutic use)
• Phytotherapy
• Plant Extracts (chemistry, pharmacology, therapeutic use)
• Plant Roots
• Prostatic Neoplasms (drug therapy)